Water → HCID 86734748, compound

HRID 1834950Notes

Reaction equation

HRID 1834950 reaction equation
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[C:14]([O:17][C@H:18]1[CH2:23][CH2:22][C@H:21]2[C@H:24]3[C@H:35]([CH2:36][CH2:37][C@:19]12[CH3:20])[C@:32]1([CH2:33][OH:34])[C:27](=[CH:28][C@@H:29]([O:38][Si:39]([CH3:42])([CH3:41])[CH3:40])[CH2:30][CH2:31]1)[CH2:26][CH2:25]3)(=[O:16])[CH3:15].O>CC(C)=O>[C:14]([OH:17])(=[O:16])[CH3:15].[OH:17][C@H:18]1[CH2:23][CH2:22][C@H:21]2[C@H:24]3[C@H:35]([CH2:36][CH2:37][C@:19]12[CH3:20])[C@:32]1([CH:33]=[O:34])[C:27](=[CH:28][C@@H:29]([O:38][Si:39]([CH3:40])([CH3:42])[CH3:41])[CH2:30][CH2:31]1)[CH2:26][CH2:25]3

Participants

5

Reactant 3

HCID 962WaterHCID 22797480HCID 22797480, compoundHCID 131709961Jones' reagent

Product 1

HCID 86734748HCID 86734748, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

One equivalent of Jones Reagent is added to a solution of 3β-trimethylsiloxy-4-androstene-17β,19-diol 17-acetate in acetone at 5° C. After stirring for 15 minutes, the acetone layer is poured into cold water with vigorous stirring. The solid is filtered, washed with water and dried in a vacuum oven. Crystallization from hexane yields 17β-hydroxy-3β-trimethylsiloxy-4-androsten-19-one acetate.

Workup

  1. filtrationThe solid is filtered
  2. washwashed with water
  3. customdried in a vacuum oven
  4. customCrystallization from hexane

Sources & evidence

ORD record
ord-e7570f979fb14dabac61e6b7e16ccf59
Source dataset
uspto-grants-1978_01
Patent number
US04071624

Reaction notes

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